2-(5-(Piperidin-3-ylamino)isoquinolin-7-yl)phenol

ID: ALA4648006

PubChem CID: 156021311

Max Phase: Preclinical

Molecular Formula: C20H21N3O

Molecular Weight: 319.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1ccccc1-c1cc(NC2CCCNC2)c2ccncc2c1

Standard InChI:  InChI=1S/C20H21N3O/c24-20-6-2-1-5-18(20)14-10-15-12-22-9-7-17(15)19(11-14)23-16-4-3-8-21-13-16/h1-2,5-7,9-12,16,21,23-24H,3-4,8,13H2

Standard InChI Key:  LSUPQYXXQGNJGE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   35.1774  -16.7090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4694  -17.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4694  -17.9404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1800  -18.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8857  -17.9351    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.8857  -17.1157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7601  -18.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0476  -17.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0450  -17.1198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7529  -16.7040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7529  -15.8846    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.0448  -15.4769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3367  -15.8846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6287  -15.4769    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6287  -14.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3367  -14.2498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0448  -14.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3395  -18.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3392  -19.1653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6295  -19.5743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9211  -19.1665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9189  -18.3487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6271  -17.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6271  -17.1161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  3  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 13 12  1  0
 14 13  1  0
 15 14  1  0
 16 15  1  0
 17 16  1  0
 12 17  1  0
 18  8  1  0
 19 18  2  0
 20 19  1  0
 21 20  2  0
 22 21  1  0
 23 22  2  0
 18 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4648006

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 319.41

Molecular Weight (Monoisotopic): 319.1685

AlogP: 3.77

#Rotatable Bonds: 3

Polar Surface Area: 57.18

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.91

CX Basic pKa: 9.30

CX LogP: 2.06

CX LogD: 0.56

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.69

Np Likeness Score: -0.17

References

1. Atobe M, Serizawa T, Yamakawa N, Takaba K, Nagano Y, Yamaura T, Tanaka E, Tazumi A, Bito S, Ishiguro M, Kawanishi M..  (2020)  Discovery of 4,6- and 5,7-Disubstituted Isoquinoline Derivatives as a Novel Class of Protein Kinase C ζ Inhibitors with Fragment-Merging Strategy.,  63  (13): [PMID:32551607] [10.1021/acs.jmedchem.0c00449]

Source

Source(1):

• Scientific Literature